Green acid dyestuffs containing chromium and process of making same



ARMIN GROB, OF BASEL, SWITZERLAND, ASSIGNOR T0 8""' uuiETY 01" CH EIRIIGL'LL INDUSTRY IN BASLE, OF BASEL, SWITZERIMLND.

GREEN ACID DYESTUFFS GQNTAINING onisomroar AND or Massimo- He Drawing.

LO able green acid dyestuffs can be obtained by treating the orthooxyazodyestuits, which result from the combination of aromatic mononitro-orthooxydiazo compounds in an acid medium with 2-aminona ')hthalenec0mpounds having a non-substituted l-position and being capable of combining with a diam-group in an acid medium at their said non-substituted l-position, with a chroming agent which is a (113,0 compound in a neutral, acid or alkaline medium, until a complete transformation takes place.

'The new green acid dyestuffs constitute, in a dry'state, dark-green powders dissolving in water to green solutions. They contain the chromium in a concealed binding,

since it cannot be precipitated from their aqueous solutions by addition of sodium car bonate,; soda-lye or ammonia, are fast to acids and to metals and dye animal fibers,

2 according to the process of the United States Letters Patent No. 1227406, fast green tints.

The invention is illustrated by the following example:

-Ewamp le: 'dp'arts ofthe dyestufi' prepared by com' bining 5-nitro-2-diazo-l-oxybenzene with 2-amin0naphthalene-6-sulfonic acid are bo1led with 200 parts of water, 7.5 parts of 0- chromium liuorid (with a chromium content corresponding to 36.8 per cent. of (H 0 and 10 to 20 parts of glass powder or an Specification of Letters Patent.

Application filed August 17, 1918.

c e. M4).

Serial No. 250,2?3.

other agent capable oi bindin acids, as, for instance, sodium acetate, ammonium lactate, etc, for 52% hours, in an apparatus provided with a retluzr cooler. The separated chromium compound oi the dyestufilaeid is filtered off and dissolved in a cold solution of 1 part or sodium 'nvdrcr d in Fri) parts of water and the soizition tlins obtained is neutralized with acetic a id. From the inter. een solution ebtainedby filtration the new chromium compound formed is salted out. and aiterirzu'd seperated by filtration, and dried. constitutes a dark-g in water to green solutions. fibers in an acid bath p fast to :tulling and to i By treating the o' cult derived from "3 dyes animal ,reen tints 5 nitro 2 dia'lzo 1 oxybenzene and the,

ll-inethylene-m-sulfonic acid of 2-an1inollfil'llltl'lttlO-llti-B-Sllllblllfi acia, according the process oi the for I chromium fiuorid, there is obtai chromium compound as in the fol-ego example, the methylene-suite radical be split of? in the cou se of the process.

in the foregoing example other chro. salts derived from CIJJ, or other Q59, compounds, as alkali chromites, chro' oxid, chromium hydroxid, hydrates or core-- mium oxid and their various so. ts can be substituted for the chromium floor-id.

In an analogous manner can he obtained the manufacture of chromium compounds oi other dyestulls resulting from the combine tion of aromatic mononitroortho-o:-:ydiazocompounds in an acid medium with Q-ami nonaphthalene-conipoands which are not substituted in the Lposition.

The following); tabular ex ibit shows 3' ingprepared according to the present inven-- of the orthooxyazodyestufi's used as parent tron m comparison \\'1th the tmts or the dyenrzlterlals for thelnprepnration. ings on Wool obtained \vlth the smhum salts The dyestufi resulting from the combination of- Dyes wool in an acid bath After its transformation into chro- The diazoderivative cI Win1 miurn compound according to the the f zi Sodium m'vention 2-AminounphLhuIcnv-G-sull'onic acid Iuru bluish-green Blue-fed.

2-AminmmpmhulcneJ-sulfoniv acirL.

()ll do s BIuish-grcen.. D0.

Cl I n, ,s .r..v -ifl. "hm n M Do :Z-Aminonapmlmlcnq-fi-sultunic acid.. Bluc grcen 0.

0' Bclu-naphthylumin do Red.

Do 2-Amin0nnphLhalenc G-sulfimi0 :wicL. do..- Yellowish-red.-

0U .410 Blue-greun Browm'sh-red.

wor-i W411i,

OII Bet-a-naphthylamin Purogreenun Claret.

OH ..do Bottle-green Tile-red.

What Iohmim is: mining chromium, consisting in treating 1.'The hereln dscrlbed process for the wlth chromatmg gents the orthooxyazomanufacture of green and dyestuffs condyestufis derlved from aromatlc monomtroorthooxydiazo coin'pounds and Z-aminonaphthalene-compounds which are not substituted in their l-position and are capable of combining with diam-group in an acid medium at their said non-substituted 1-position chromiug agents which are C150 compounds,

2. As newproducts, the herein described chromium compounds of the orthooxyazodyestuffs derived from aromatic mononitroorthooxydiazo-compounds and EZ-aminonaphthalene-colnpounds not substituted in their l-position and are capable of combining with a diam-group in an acid medium at their said non-substituted l-position, which constitute in a dry state dark-green pow ers dissolving in water to green solutions, contain the chromium in a concealed binding are fast to acids and to metals and dye animal fibers in acid baths fast green tints.

3. As new products the herein described chromium compounds of orthooxyazodye stuffs derived from a 5-nitro-2-diazo-Loxybenzene-compound and a Q-aniinUnaphthalens-compound not substituted in its Lposition and being capable of combining with a diam-group in an acid medium at its said non-substituted l-position, which constitute, in a dry state, dark-green powders dissolving in Water to green solutions, contain the chromium in a concealed binding, are fast to acids and to metals and dye animal fibers, in an acid bath, fast green tints.

a. As a new article of manufacture, the chromium compound of the orthooxyazodyestuffs derived from 5-nitro-2-diazo-loxybenzene and 2-aminonaphthalene-6-sulfonic acid, which constitutes in a dry state a dark-green powder dissolving in Water to a green solution, contains chromium in a concealed binding is fast to acids and to metals and dyes animal fibers in an acid bath fast blue-green tints.

In witness whereof I have hereunto signed my name this 20th day of July 1918, in the presence of two subscribing witnesses.

ARBHN GROB.

Witnesses H. H. DICK, ORMQAND BITTER. 

